EP0430879B1 - Farbstoffmischungen und deren Verwendung - Google Patents

Farbstoffmischungen und deren Verwendung Download PDF

Info

Publication number: EP0430879B1
Authority: EP; European Patent Office
Prior art keywords: dye; formula; methyl; substituted; dyeing
Prior art date: 1989-11-28
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

EP90810894A

Other languages

German (de)

English (en)

French (fr)

Other versions

EP0430879A2 (de

EP0430879A3 (en

Inventor

Dieter Dr. Mäusezahl

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF Schweiz AG

Original Assignee

Ciba Geigy AG

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1989-11-28

Filing date

1990-11-20

Publication date

1994-12-14

1990-11-20 Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG

1991-06-05 Publication of EP0430879A2 publication Critical patent/EP0430879A2/de

1991-11-13 Publication of EP0430879A3 publication Critical patent/EP0430879A3/de

1994-12-14 Application granted granted Critical

1994-12-14 Publication of EP0430879B1 publication Critical patent/EP0430879B1/de

2010-11-20 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000975 dye Substances 0.000 title claims description 143
239000000203 mixture Substances 0.000 title claims description 60
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 28
238000004043 dyeing Methods 0.000 claims description 24
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 22
-1 sulfo, methylaminosulfonyl Chemical group 0.000 claims description 18
238000000034 method Methods 0.000 claims description 17
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 16
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
239000000463 material Substances 0.000 claims description 11
239000004952 Polyamide Substances 0.000 claims description 10
229920002647 polyamide Polymers 0.000 claims description 10
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
125000001544 thienyl group Chemical group 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 7
239000001257 hydrogen Substances 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 4
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
239000000460 chlorine Substances 0.000 claims description 4
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
238000002156 mixing Methods 0.000 claims description 4
239000001043 yellow dye Substances 0.000 claims description 4
239000001045 blue dye Substances 0.000 claims description 3
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
239000001048 orange dye Substances 0.000 claims 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
0 *C([C@](*=N*)C=C1)C=C1N(*)* Chemical compound *C([C@](*=N*)C=C1)C=C1N(*)* 0.000 description 5
239000004744 fabric Substances 0.000 description 5
239000002657 fibrous material Substances 0.000 description 5
239000001044 red dye Substances 0.000 description 5
125000004209 (C1-C8) alkyl group Chemical group 0.000 description 4
239000000654 additive Substances 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
239000000835 fiber Substances 0.000 description 4
230000007935 neutral effect Effects 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
229920002292 Nylon 6 Polymers 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000002253 acid Substances 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 3
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 2
239000005695 Ammonium acetate Substances 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
240000007817 Olea europaea Species 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
229940043376 ammonium acetate Drugs 0.000 description 2
235000019257 ammonium acetate Nutrition 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
238000004040 coloring Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000004753 textile Substances 0.000 description 2
AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
ANUXZVQCLQKIDL-UHFFFAOYSA-N Cc(ccc1cc(N=O)c2)c(C)c1c2[U+2] Chemical compound Cc(ccc1cc(N=O)c2)c(C)c1c2[U+2] ANUXZVQCLQKIDL-UHFFFAOYSA-N 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
229920002302 Nylon 6,6 Polymers 0.000 description 1
239000004902 Softening Agent Substances 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
229940090204 c.i. acid blue 324 Drugs 0.000 description 1
229920003086 cellulose ether Polymers 0.000 description 1
238000010014 continuous dyeing Methods 0.000 description 1
238000010411 cooking Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
FPVGTPBMTFTMRT-UHFFFAOYSA-L disodium;2-amino-5-[(4-sulfonatophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-UHFFFAOYSA-L 0.000 description 1
235000019233 fast yellow AB Nutrition 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
239000006260 foam Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
125000006261 methyl amino sulfonyl group Chemical group [H]N(C([H])([H])[H])S(*)(=O)=O 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
238000009971 piece dyeing Methods 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
JXRBVOFBCVPZOV-UHFFFAOYSA-M sodium 4-[4-[(4-hydroxy-2-methylphenyl)diazenyl]anilino]-3-nitrobenzenesulfonate Chemical compound [Na+].Cc1cc(O)ccc1N=Nc1ccc(Nc2ccc(cc2[N+]([O-])=O)S([O-])(=O)=O)cc1 JXRBVOFBCVPZOV-UHFFFAOYSA-M 0.000 description 1
MIBVDSFVCOIWCC-UHFFFAOYSA-M sodium;4-(3-acetamidoanilino)-1-amino-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].CC(=O)NC1=CC=CC(NC=2C=3C(=O)C4=CC=CC=C4C(=O)C=3C(N)=C(C=2)S([O-])(=O)=O)=C1 MIBVDSFVCOIWCC-UHFFFAOYSA-M 0.000 description 1
NTOOJLUHUFUGQI-UHFFFAOYSA-M sodium;4-(4-acetamidoanilino)-1-amino-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].C1=CC(NC(=O)C)=CC=C1NC1=CC(S([O-])(=O)=O)=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O NTOOJLUHUFUGQI-UHFFFAOYSA-M 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
239000004758 synthetic textile Substances 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
238000009423 ventilation Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/06—Material containing basic nitrogen containing amide groups using acid dyes
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/917—Wool or silk
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/929—Carpet dyeing

Definitions

the present invention relates to mixtures of red-dyeing dyes which are suitable for dyeing natural or synthetic textile polyamide fiber materials from an aqueous bath, which have very good fastness properties and which, particularly in combination with other dyes, have good drawing behavior, in particular from short liquors.
the present invention relates to a dye mixture comprising a dye of the formula wherein R1 is methyl or ethyl, and at least one dye of the formulas (2) and (3) where D is optionally substituted phenyl, thiophenyl or benzthiazolyl, R2 is C1-C8-alkyl, R3 is optionally substituted C1-C8-alkyl and R4 is hydrogen or C1-C4-alkyl, and wherein R5 is C1-C4 alkyl contains.
the dye mixture according to the invention which contains a dye of the formula (1) and a dye of the formula (2) or a dye of the formula (1) and a dye of the formula (3) is preferred.
R2 and R3 in formula (2) independently of one another, for example Methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, pentyl, hexyl, heptyl and octyl.
R2 and R3 are C1-C4 alkyl.
the radical R3 as C1-C8-alkyl can be substituted, e.g. by sulfo, sulfato or phenyl. Examples include benzyl, ⁇ -sulfoethyl, ⁇ -sulfopropyl and ⁇ -sulfatoethyl.
C1-C4 alkyl for R4 in formula (2) and for R5 in formula (3) independently of one another z.
B methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, tert-butyl or isobutyl, especially methyl, into consideration.
the radical D of the dye of the formula (2) is phenyl which is substituted by halogen, sulfo or in the alkyl part optionally substituted by sulfo C1-C--alkylaminosulfonyl, or by C1-C4-alkyl or C1-C4 -Alkoxycarbonyl-substituted thiophenyl or benzthiophenyl optionally substituted by C1-C4-alkyl, C1-C4-alkoxy or sulfo.
a dye mixture which contains a dye of the formula as the dye of the formula (3) wherein R6 is C1-C4-alkyl, especially methyl, contains.
a dye mixture which comprises at least one dye of the formula (2), in which D is phenyl substituted by chlorine, sulfo, methylaminosulfonyl, ethylaminosulfonyl or ⁇ -sulfoethylaminosulfonyl, thiophenyl substituted by methyl, methoxy or ethoxycarbonyl or optionally by methyl, methoxy or sulfo substituted benzthiophenyl, R2 is C1-C4-alkyl, R3 benzyl or optionally substituted by sulfo or sulfato C1-C4-alkyl and R4 is hydrogen or C1-C4-alkyl, and / or a dye of formula (4), wherein R6 is C1 -C4-alkyl, especially methyl, contains.
a dye mixture which is a dye of the formula (1) in which R1 is methyl or ethyl, in particular methyl, and at least one dye of the formula (2) in which D is chlorine, sulfo, methylaminosulfonyl, ethylaminosulfonyl or ⁇ - Phenyl substituted by sulfoethylaminosulfonyl, thiophenyl substituted by methyl, methoxy or ethoxycarbonyl or benzthiophenyl optionally substituted by methyl, methoxy or sulfo, R2 is ethyl, R3 is ethyl, ⁇ -sulfatoethyl, or benzyl and R4 is hydrogen or methyl, and / or contains a dye of formula (4), wherein R6 is methyl.
a dye mixture which comprises a dye of the formula (1) in which R 1 is methyl or ethyl, in particular methyl, and at least one dye of the formulas (5) to (10) and (4): and contains a dye of formula (4), wherein R6 is methyl.
the particularly important dye mixtures thus contain a dye of the formula (1) and at least one of the dyes of the formulas (4), (5), (6), (7), (8), (9) and (10).
the ratio of the dyes of the formulas (1) and (2) or (3) and in particular the ratio of the dyes of the formulas (1) and (4), (5), (6), (7), (8), ( 9) or (10) from 55:45 to 45:55 is very particularly preferred.
the invention further relates to a process for dyeing and printing natural or synthetic polyamide materials with a dye mixture which contains the dye of the formula (1) and at least one dye of the formulas (2) and (3).
Synthetic polyamide materials are, for example, polyamide 6.6 or polyamide 6 fiber materials and natural polyamide materials, for example wool.
the usual dyeing and printing processes are used for dyeing and printing.
the dye mixture with the dye of the formula (1) and at least one dye of the formulas (2) and (3) is particularly suitable for dyeing and printing in combination with other dyes and in particular for dyeing and printing according to the trichromatic principle.
Trichromatic is the additive color mixture of three suitably selected yellow, red and blue coloring dyes in the amounts necessary to achieve the desired shade.
the dye mixture according to the invention is particularly suitable for dyeing from short liquors such as with continuous dyeing processes or discontinuous and continuous foam coloring processes.
the dye mixture according to the invention is characterized by generally good properties, e.g. good solubility, resistance to cold solutions, good pull-up behavior and in particular due to good combinability with other dyes and uniform good pulling behavior on different fiber materials.
parts represent parts by weight.
the temperatures are given in degrees Celsius.
the relationship between parts by weight and parts by volume is the same as that between grams and cubic centimeters.
EXAMPLE 2 10 parts of polyamide 6.6 fiber material (Helicanatrikot) are dyed in 500 parts of an aqueous liquor which contains 2 g / l of ammonium acetate and is adjusted to pH 5 with acetic acid. 0.12% of the red dye mixture A according to Example 1a), 0.27% of the yellow dye of the formula are used as dyes
Examples 3 to 9 instead of 0.12% of the red dye mixture A and 0.27% of the yellow dye of the formula (109) and 0.13% of the blue dye of the formula (110), those given in Table 1 below are used Dyestuffs of the formulas (109) and (110) and the dyestuff mixtures from Example 1, the pieces of fabric dyed in the color shade given no matter what is obtained.

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Coloring (AREA)

EP90810894A 1989-11-28 1990-11-20 Farbstoffmischungen und deren Verwendung Expired - Lifetime EP0430879B1 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH4250/89		1989-11-28
CH425089		1989-11-28

Publications (3)

Publication Number	Publication Date
EP0430879A2 EP0430879A2 (de)	1991-06-05
EP0430879A3 EP0430879A3 (en)	1991-11-13
EP0430879B1 true EP0430879B1 (de)	1994-12-14

Family

ID=4272604

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP90810894A Expired - Lifetime EP0430879B1 (de)	1989-11-28	1990-11-20	Farbstoffmischungen und deren Verwendung

Country Status (5)

Country	Link
US (1)	US5096460A (da)
EP (1)	EP0430879B1 (da)
DE (1)	DE59008017D1 (da)
DK (1)	DK0430879T3 (da)
ES (1)	ES2066190T3 (da)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE59208220D1 (de) *	1991-07-19	1997-04-24	Ciba Geigy	Farbstoffmischungen und deren Verwendung
US6443998B1 (en)	2000-04-14	2002-09-03	Shaw Industries, Inc.	Trichromatic fiber dyeing processes and compositions thereof

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2434119A1 (de) *	1973-07-20	1975-02-06	Sandoz Ag	Verfahren zum faerben von voluminoesen textilen materialien
DE3363254D1 (en) *	1982-04-08	1986-06-05	Ciba Geigy Ag	Process for trichromatic dyeing or printing
DE3466715D1 (en) *	1983-05-25	1987-11-12	Ciba Geigy Ag	Trichromatic dyeing or printing process
EP0139617B1 (en) *	1983-09-27	1990-09-05	Ciba-Geigy Ag	Process and apparatus for applying and simultaneously fixing a chemical to a textile substrate
DE3578870D1 (de) *	1984-11-08	1990-08-30	Ciba Geigy Ag	Verfahren zum kontinuierlichen trichromie-faerben von synthetischen polyamidmaterialien.
ES2062483T3 (es) *	1989-03-10	1994-12-16	Ciba Geigy Ag	Mezcla de colorantes y sus usos.

1990
- 1990-11-19 US US07/615,535 patent/US5096460A/en not_active Expired - Lifetime
- 1990-11-20 DE DE59008017T patent/DE59008017D1/de not_active Expired - Fee Related
- 1990-11-20 EP EP90810894A patent/EP0430879B1/de not_active Expired - Lifetime
- 1990-11-20 DK DK90810894.7T patent/DK0430879T3/da not_active Application Discontinuation
- 1990-11-20 ES ES90810894T patent/ES2066190T3/es not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0430879A2 (de)	1991-06-05
US5096460A (en)	1992-03-17
ES2066190T3 (es)	1995-03-01
DE59008017D1 (de)	1995-01-26
DK0430879T3 (da)	1995-01-23
EP0430879A3 (en)	1991-11-13

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